Director of Learning & Development, Alpha

Director of Learning & Development, Alpha - $200,000/year USD

This is a full‑time (40 hours per week) role based at one of Crossover’s Alpha campuses under a contractor agreement. The position is immediately available and requires daily on‑site presence.

$200,000 per year, paid weekly. Equivalent to $100 USD per hour, calculated on 40 hours per week and 50 weeks per year.

• Bethesda, MD
• Boston, MA
• Chicago, IL
• Fort Lauderdale, FL
• Seattle, WA
• East Bay (San Francisco), CA
• Palo Alto, CA
• Santa Monica, CA
• Los Angeles, CA

• Health benefits start day one
• HSA/FSA and 401(k) Roth options
• Relocation assistance provided

• Coaching and developing Guides to deliver Alpha’s workshops with exceptional quality.
• Building Guide Playbooks that outline facilitation best practices and design engaging learning experiences.
• Deliver consistent, practical feedback to Guides to drive student participation and success.
• Personally coach a small student cohort, demonstrating expert guidance and motivational techniques.
• Ensure every learner in your cohort enjoys school, progresses at 2× speed, and achieves mastery in life skills.

• Creating lesson plans – Guides support student learning through adaptive applications.
• Compromising on standards – the passing threshold is 100 % and you must uphold it.
• Running dull training sessions – you will develop Guides through dynamic, energizing, experiential learning.

• Current relocation or residing in one of the listed on‑site locations.
• Bachelor’s degree in any discipline.
• Minimum 5 years of professional experience in education, learning and development, coaching, or a comparable area.
• Proven track record developing and executing innovative educational programs, curricula, or training solutions.
• Exceptional leadership and coaching abilities with experience building, directing, and energizing high‑performing teams.
• Background working with youth populations (ages 5‑18) in educational or developmental settings.
• Skilled in data analysis and leveraging metrics to inform decisions and drive ongoing improvement.
• Authorized to work legally in the United States.

The position is a full‑time contractor role and requires entering into an independent contractor agreement with Crossover as a Contractor of Record.

There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!